Diphenylphosphoryl Azide (DPPA)‐Mediated One‐Pot Synthesis of Oxazolo[4,5‐c][1,8]naphthyridin‐4(5 H)‐ones, Oxazolo[4,5‐c]quinoline‐4(5 H)‐ones, and Tosyloxazol‐5‐yl Pyridines

An operationally facile and efficient protocol has been developed for the construction of various 1,3-oxazole containing heterocycles with excellent yields up to 94%. This protocol proceeds via diphenylphosphoryl azide (DPPA) mediated reaction cascade on substituted 2-aminonicotinic acids/2-aminoanthranilic acids with ethyl isocyanoactate/p-toluenesulfonylmethyl isocyanides by forming C‒C, C‒O and C‒N bonds in a single-operation. The synthetic utility of this transformation is also extended through a scale up synthesis and C-H activation. The silent features like metal free, mild reaction conditions, higher yields, and clean reactions make the protocol a useful contribution to the synthesis of medicinally useful heterocycles.

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